Compound Detail

CHEMBL153843

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=C(Nc1cccc(C(F)(F)F)c1)c1ccccc1NCc1ccncc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL153843
Phase	Preclinical
Structure Type	MOL
InChI Key	BLAFVGLBBOPRLP-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

371.4

MW (Da)

4.96

ALogP

HBA

HBD

54.0

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H16F3N3O
MW	371.36
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.81

Activity Summary

IC50 55 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HUVEC CHEMBL613979	IC50	9.0	9.0	1.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.92	7.6754	1.2	28
BaF3 CHEMBL614524	IC50	7.89	6.296	13.0	5
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	7.75	7.75	18.0	3
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.5	6.8808	32.0	12
Vascular endothelial growth factor receptor 2 CHEMBL3337	IC50	7.26	7.26	55.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.63	6.63	236.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	6.42	6.42	380.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.19	6.19	640.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.55	5.55	2820.0	1
Epidermal growth factor receptor CHEMBL203	IC50	4.98	4.98	10400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HUVEC	IC50	=	1.0	nM	9.0	Antiproliferative activity against VEGF-stimulated HUVEC cells assessed as cell ...	26629594
Vascular endothelial growth factor receptor 2	IC50	=	1.2	nM	8.92	Inhibition of VEGF-induced human VEGFR2 autophosphorylation transfected in CHO c...	26629594
Vascular endothelial growth factor receptor 2	IC50	=	1.2	nM	8.92	Inhibition of VEGF-induced human VEGFR2 autophosphorylation transfected in CHO c...	26629594
Vascular endothelial growth factor receptor 2	IC50	=	1.2	nM	8.92	Inhibition of VEGF-induced VEGFR2 phosphorylation expressed in CHO cells in pres...	19124243
Vascular endothelial growth factor receptor 2	IC50	=	1.2	nM	8.92	Inhibition of VEGF-induced phosphorylation of VEGFR2 by cell-based ELISA in pres...	19188066
Vascular endothelial growth factor receptor 2	IC50	=	1.24	nM	8.91	Inhibition of VEGFR induced autophosphorylation of human Vascular endothelial gr...	12477352
BaF3	IC50	=	13.0	nM	7.89	Antiproliferative activity against mouse BaF3 cells expressing Tel-KDR-myc1.3 as...	26629594
Vascular endothelial growth factor receptor 2	IC50	=	14.0	nM	7.85	Inhibition of KDR catalytic domain (unknown origin) assessed as reduction of pol...	-
Vascular endothelial growth factor receptor 3	IC50	=	18.0	nM	7.75	Inhibition of human recombinant GST-fused VEGFR3 kinase domain transphosphorylat...	26629594
Vascular endothelial growth factor receptor 3	IC50	=	18.0	nM	7.75	Inhibition of VEGFR-3 kinase	16783341
Vascular endothelial growth factor receptor 3	IC50	=	18.0	nM	7.75	In vitro inhibition of Vascular endothelial growth factor receptor 3 [VEGFR-3(Fl...	12477352
BaF3	IC50	=	19.0	nM	7.72	Antiproliferative activity against mouse BaF3 cells expressing Tel-PDGFRbeta ass...	26629594
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	Inhibition of human recombinant GST-fused VEGFR2 kinase domain transphosphorylat...	26629594
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	Inhibition of recombinant VEGFR2 after 1 hr by fluorescence polarization assay	20869793
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	Inhibition of VEGFR-2 kinase	16783341
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	Inhibition of VEGFR2 assessed as blockade of pGAT-biotin phosphorylation in pres...	19124243
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	Inhibition of KDR by ELISA	18420406
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	Inhibition of VEGFR2 by HTRF assay in presence of 8 uM ATP	19188066
Vascular endothelial growth factor receptor 2	IC50	=	23.0	nM	7.64	In vitro inhibition of Vascular endothelial growth factor receptor 2 (VEGFR-2)	12477352
Vascular endothelial growth factor receptor 2	IC50	=	31.0	nM	7.51	Inhibition of recombinant KDR at 1 uM by ELISA	16893647

Literature References

PubMed	DOI	Target Context	# Activities
26629594	10.1021/acs.jmedchem.5b01582	BaF3	12
19124243	10.1016/j.bmcl.2008.12.078	Vascular endothelial growth factor receptor 2	4
12477352	10.1021/jm020899q	Mus musculus	4
19188066	10.1016/j.bmcl.2009.01.046	Vascular endothelial growth factor receptor 2	4
26629594	10.1021/acs.jmedchem.5b01582	Vascular endothelial growth factor receptor 2	4
-	10.1039/C0MD00115E	Receptor tyrosine-protein kinase erbB-2	2
16460936	10.1016/j.bmcl.2005.12.090	Vascular endothelial growth factor receptor 2	2
16321531	10.1016/j.bmcl.2005.11.033	Vascular endothelial growth factor receptor 2	2
16893647	10.1016/j.bmcl.2006.07.075	Vascular endothelial growth factor receptor 2	2
16275072	10.1016/j.bmcl.2005.10.058	Vascular endothelial growth factor receptor 2	2
12477352	10.1021/jm020899q	B16	2
-	10.1039/C0MD00115E	Epidermal growth factor receptor	2
-	10.1039/C0MD00115E	Vascular endothelial growth factor receptor 1	2
17188873	10.1016/j.bmcl.2006.11.087	Vascular endothelial growth factor receptor 2	2
19188066	10.1016/j.bmcl.2009.01.046	Vascular endothelial growth factor receptor 1	2
12477352	10.1021/jm020899q	Fibroblast growth factor receptor 1	2
19124243	10.1016/j.bmcl.2008.12.078	Vascular endothelial growth factor receptor 1	2
-	10.1039/C0MD00115E	Vascular endothelial growth factor receptor 2	2
17983745	10.1016/j.bmcl.2007.10.084	Vascular endothelial growth factor receptor 2	2
12477352	10.1021/jm020899q	Vascular endothelial growth factor receptor 2	2

Data from ChEMBL 36 via Core Engine